The former Dutch international goalkeeper revealed in a recent interview why he decided to quit the offer by Sir Alex Ferguson to work with Eric Steele - now at Derby County - at Manchester United when he announced his retirement back in 2010.
Talking about his post-goalkeeping career role at Ajax, Van der Sar said: 'It's a huge difference from what I ever did. Before I walked most of the time in a tracksuit, now I work in a shirt, tie and suit.'
Many predicted the former Champions League winner would go into coaching after his playing career finished; however, he decided to get a Masters degree in sports management in order to become Ajax's director of marketing.
'I share a special bond with Ajax,' commented Van der Sar when asked about snubbing the role offered by Manchester United. 'I think we are a special club. And we're known for our philosophy around the world.
'I was fortunate enough to return to this club as I owe all of my career to them. Now, I have a chance to give it back to the club where it all started. All the former players that are working here with me - Frank de Boer as the coach, Dennis Bergkamp, Marc Overmars, Jaap Stam, Ronald de Boer - wanted to contribute at the club that helped us grow as players.'
The 43-year-old had a distinguished career that saw him win many awards, including two Champions League trophies, four Eredivisie titles, four Premier League titles and two Best European Goalkeeper awards.
He cemented his place in the hearts of Manchester United, Fulham and Ajax fans, in particular, due to his performances and will be remembered as a Premier League great.
He played over 300 league games in a 10-year spell while at Fulham and Manchester United - 127 for Fulham and 186 for Manchester United - and was considered as one of the best in the Premier League from his first days to his last.
The decision to quit United to join Ajax would have no doubt disappointed Sir Alex Ferguson and some United supporters, but he should always be held in high regard at Old Trafford for his numerous achievements there, and there still remains a chance he one day returns - For he also possesses a bond with the Red Devils too after all.